A supramolecular catalyst for regioselective hydroformylation of unsaturated carboxylic acids

被引：144
|
作者：
Smejkal, Tomas [1 ]
Breit, Bernhard [1 ]
机构：
[1] Univ Freiburg, Inst Organ Chem & Biochem, D-79104 Freiburg, Germany
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2008年 / 47卷 / 02期
关键词：
enzyme mimics; guanidine; homogeneous catalysis; hydroformylation; molecular recognition;
D O I：
10.1002/anie.200703192
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
(Chemical Equation Presented) The quest to capture the catalytic power of enzymes is one of the great challenges of modern chemistry. A novel system inspired by the principles of enzymatic catalysis combines recognition of the substrate and transition-metal catalysis (see scheme; Do = donor, FG = functional group) and mimics enzyme properties - high efficiency, substrate selectivity, and reaction-site selectivity. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码：311 / 315
页数：5
相关论文
共 50 条
  • [1] A supramolecular catalyst for the decarboxylative hydroformylation of α,β-unsaturated carboxylic acids
    Smejkal, Tomas
    Breit, Bernhard
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (21) : 3946 - 3949
  • [2] Regioselective alkylation of lithium dienediolates of α,β-unsaturated carboxylic acids
    Brun, EM
    Gil, S
    Mestres, R
    Parra, M
    SYNTHESIS-STUTTGART, 2000, (08): : 1160 - 1165
  • [3] Tandem decarboxylative hydroformylation-hydrogenation reaction of α,β-unsaturated carboxylic acids toward aliphatic alcohols under mild conditions employing a supramolecular catalyst system
    Diab, Lisa
    Gellrich, Urs
    Breit, Bernhard
    CHEMICAL COMMUNICATIONS, 2013, 49 (84) : 9737 - 9739
  • [4] Tandem Regioselective Hydroformylation-Hydrogenation of Internal Alkynes Using a Supramolecular Catalyst
    Fang, Weiwei
    Breit, Bernhard
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2018, 57 (45) : 14817 - 14821
  • [5] Formal Hydroformylation of α,β-Unsaturated Carboxylic Acids under Photoexcited Ketone Catalysis
    Zhu, Kailong
    Ohtani, Tsuyoshi
    Tripathi, Chandra Bhushan
    Uraguchi, Daisuke
    Ooi, Takashi
    CHEMISTRY LETTERS, 2019, 48 (07) : 715 - 717
  • [6] LACTONES BY HYDROFORMYLATION OF UNSATURATED CARBOXYLIC ESTERS
    FALBE, J
    KORTE, F
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1962, 74 (12) : 657 - &
  • [7] Regioselective hydroxylactonization of γ,δ-unsaturated carboxylic acids with hydrogen peroxide catalyzed by methyltrioxorhenium
    Tan, HS
    Espenson, JH
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1999, 142 (03) : 333 - 338
  • [8] Supramolecular catalyst systems in hydroformylation and tandem hydroformylation/hydrogenation
    Breit, Bernhard
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2013, 245
  • [9] Rational Redesign of a Regioselective Hydroformylation Catalyst for 3-Butenoic Acid by Supramolecular Substrate Orientation
    Bai, Shao-Tao
    Sinha, Vivek
    Kluwer, Alexander M.
    Linnebank, Pim R.
    Abiri, Zohar
    de Bruin, Bas
    Reek, Joost N. H.
    CHEMCATCHEM, 2019, 11 (21) : 5322 - 5329
  • [10] Organophotoredox/Copper Hybrid Catalysis for Regioselective Allylic Aminodecarboxylation of β,γ-Unsaturated Carboxylic Acids
    Manick, Anne-Doriane
    Tanaka, Hirotaka
    Oisaki, Kounosuke
    Kanai, Motomu
    SYNTHESIS-STUTTGART, 2018, 50 (15): : 2936 - 2947
12345